3-amino-2-(6-methyl-1-cyclohexen-1-yl)-2-butenenitrile

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-amino-2-(6-methyl-1-cyclohexen-1-yl)-2-butenenitrile
• 英文别名: 3-Amino-2-(6-methylcyclohexen-1-yl)but-2-enenitrile
• 化学式: C₁₁H₁₆N₂
• mdl: MFCD20547631
• 分子量: 176.261
• InChiKey: SMJGYQKSDZMAND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.545
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(1H-1,2,3-benzotriazol-1-ylmethylene)-N-methylmethanaminium chloride 、 3-amino-2-(6-methyl-1-cyclohexen-1-yl)-2-butenenitrile 以 二氯甲烷 为溶剂， 反应 24.0h， 以72%的产率得到3,5-dimethyl-5,6,7,8-tetrahydro-4-isoquinolinecarbonitrile
  参考文献：
  名称：

  A Simple and Versatile Route to Novel Conjugated β-Enaminonitriles and Their Application for the Highly Regioselective Synthesis of Nicotinonitriles Using a Vilsmeier-Type Reagent

  摘要：

  A straightforward synthesis of conjugated beta-enaminonitriles from ketones and beta-aminocrotononitrile mediated by TiCl4 is described. The reaction of these novel dienamines with a Vilsmeier-type reagent provides a mild and highly regioselective route for the preparation of nicotinonitriles.

  DOI：

  10.1021/jo990313g
• 作为产物：
  描述：

  3-氨基巴豆腈 、 2-甲基环己酮 在 四氯化钛 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 3-amino-2-(6-methyl-1-cyclohexen-1-yl)-2-butenenitrile
  参考文献：
  名称：

  A Simple and Versatile Route to Novel Conjugated β-Enaminonitriles and Their Application for the Highly Regioselective Synthesis of Nicotinonitriles Using a Vilsmeier-Type Reagent

  摘要：

  A straightforward synthesis of conjugated beta-enaminonitriles from ketones and beta-aminocrotononitrile mediated by TiCl4 is described. The reaction of these novel dienamines with a Vilsmeier-type reagent provides a mild and highly regioselective route for the preparation of nicotinonitriles.

  DOI：

  10.1021/jo990313g

文献信息

• A Simple and Versatile Route to Novel Conjugated <i>β</i>-Enaminonitriles and Their Application for the Highly Regioselective Synthesis of Nicotinonitriles Using a Vilsmeier-Type Reagent
  作者：Alan R. Katritzky、Anna Denisenko、Michael Arend

  DOI：10.1021/jo990313g

  日期：1999.8.1

  A straightforward synthesis of conjugated beta-enaminonitriles from ketones and beta-aminocrotononitrile mediated by TiCl4 is described. The reaction of these novel dienamines with a Vilsmeier-type reagent provides a mild and highly regioselective route for the preparation of nicotinonitriles.